| Publication Type |
Journal Article |
| Title |
Pd-Catalyzed Direct C-H Alkenylation and Allylation of Azine N-Oxides |
| Authors |
Fares Roudesly Luis F. Veiros Julie Oble Giovanni Poli |
| Groups |
IOARC |
| Journal |
ORGANIC LETTERS |
| Year |
2018 |
| Month |
April |
| Volume |
20 |
| Number |
8 |
| Pages |
2346-2350 |
| Abstract |
A Pd-catalyzed direct C-2-alkenylation of azine N-oxides with allyl acetate is disclosed. The products are formed through an allylation/isomerization cascade process. The use of a tri-tert-butylphosphonium salt as the ligand precursor and KF is mandatory for optimal yields. When cinnamyl acetate is used, the same catalytic system promotes C-2-cinnamylation of the azine N-oxide without subsequent isomerization. A mechanism is proposed on the basis of experimental studies and DFT calculations. |
| DOI |
http://dx.doi.org/10.1021/acs.orglett.8b00689 |
| ISBN |
|
| Publisher |
|
| Book Title |
|
| ISSN |
1523-7060 |
| EISSN |
1523-7052 |
| Conference Name |
|
| Bibtex ID |
ISI:000430898200051 |
| Observations |
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